Mordant-dyeing azo dye.



cmnns mn'rrnnn, or BASEL, swrrznnmun, ASSIGNOB 'ro J. a. carer s. a, or

BASEL, swrrznanann.

1 1 51 169 Specification of Letters Patent.

No Drawing.

Patented Oct. 19, 1915.

Application filed November 3, 1914. Serial R'o. 870,041.

I have discovered that the azo dyestuff a manufactured romortho-chloro-metaaminobenzoic acid and salicylic acid exchangesinaqueous solution chlorin for bydroxyl under the influence of alkalis ata raised temperature and according to the formula I To all whom it mayconcern:

Be it known that I, CHARLES lldnrrmn, citizen of the Swiss Republic, anda resident of Basel, in Switzerland, have invented certain new anduseful Improvements in Mordant-Dyeing Azo Dyes, of which the followingis a specification.

v coon coon C H5-N=N\'/ H+NaOH= C H3-N=N OH-FNaCl c1 no yields thehitherto unknown corresponding Having now described my invention and themanner in which it may be carried out, what I claim is:

The herein-described azo dye having most probably the following formula:

HOOG COOH and which can be obtained by heating the azo azosalicylicacid.

The product, which I thus obtain, dyes wool in acid bath yellow levelshades, which by subsequent treatment with chromium salts are convertedinto a bright greenish yellow distinguished by its fastness to theaction of light, potting and g.

For practically carrying out my invention 1 may proceed as follows, theparts being by weight: 17.2 parts of ortho-chloro-metaamino-benzoic-acidare diazotized as usual in an aqueous solution by means of 7 parts ofsodium nitrite and parts of hydrochloric acid of 21 Baum and then slowlystirred into a solution of 14.5 parts of salicylic acid containing anexcess of soda. The liquid is allowed to stand for some time, afterwardthe dyestuff is precipitated with common salt and filtered. Thepresscakes are mixed with 150 parts of water and 50 parts of causticsoda lye of 40 Baum with a slight addition of copper powder-whichhowever is not absolutely necessaryand heated for 10 hours at 150 C. inan autoclave. After cooling the solution is neutralized, the coloringmatter precipitated with salt, filtered and dried. The dyestufi' thusobtained forms when pulverized a yellow powder which dissolves in waterto a greenish yellow solution, which on the addition of caustic soda lyeturns to orange amino-benzoic acid and salicylic acid with alkalis to araised temperature,- which new dyestuif dyes wool from an acid bath ayellow level shade, which shade on a subsequent treatment withchromium-compounds is converted into a bright green-yellow tint, thistint being distinguished by its great fastness to light, potting andmilling, and which coloring matter forms, when pulverized a yellowpowder, dissolving in water to a yellow solution, which on the additionof caustic soda lye turns to orange and which solution on the additionof diluted hydrochloric acid separates light brown flakes, but not onadditionof acetic acid in presence of acetate and soluble in alcoholwith yellow coloration; dissolving in concentrated sulfuric acid to adark orange solution and yielding upon reduction amino-salicylic acid.

In testimony whereof I have hereunto set and which solution on theaddition of d1- my h d i presence f t ub ib m. luted-hydrochloric acidseparates hght masses brown flakes, but not on addition of 368m) Signedat Basel in Switzerland, this 16th acid in presence of acetate. day fJuly, 1 15 p The new coloring matter 18 slightly soluble in alcohol withyellow coloration an CHARLES METTLER ,7 dissolves in concentratedsulfuric acid to a. "'"z" dark orange solution. By reduction withWitnesses: v stannous chlorid and hydrochloric acid ARNOLD ZUBnR,

acid is obtained. CHARLES Buncn'r.

amino-salicylic which coloring matter is slightly.

dyestufi from diazotized ortho-chloro-meta-

